4-Amino-6-carboxy-2-methylthio-5-oxopyrido<2,3-d>pyrimidine | 106157-96-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 4-Amino-6-carboxy-2-methylthio-5-oxopyrido<2,3-d>pyrimidine
• 英文别名: 4-Amino-2-(methylthio)-5-oxo-5,8-dihydropyrido[2,3-D]pyrimidine-6-carboxylic acid；4-amino-2-methylsulfanyl-5-oxo-8H-pyrido[2,3-d]pyrimidine-6-carboxylic acid
• CAS: 106157-96-4
• 化学式: C₉H₈N₄O₃S
• 分子量: 252.254
• InChiKey: JEMAHTUKYUSSHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  144
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-Amino-6-carboxy-2-methylthio-5-oxopyrido<2,3-d>pyrimidine 在 二苯醚 、 potassium tert-butylate 、 间氯过氧苯甲酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成
  参考文献：
  名称：

  Design, synthesis and biological evaluation of potent NAD+-dependent DNA ligase inhibitors as potential antibacterial agents. Part 2: 4-Amino-pyrido[2,3-d]pyrimidin-5(8H)-ones

  摘要：

  A series of 4-amino-pyrido[2,3-d]pyrimidin-5(8H)-ones were designed and synthesized as a novel class of inhibitors of NAD(+)-dependent DNA ligase that possess potency against Gram-positive bacteria. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.038
• 作为产物：
  描述：

  diethyl 2-((6-amino-2-(methylthio)pyrimidin-4-ylamino)methylene)malonate 在 二苯醚 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.67h， 生成 4-Amino-6-carboxy-2-methylthio-5-oxopyrido<2,3-d>pyrimidine
  参考文献：
  名称：

  Design, synthesis and biological evaluation of potent NAD+-dependent DNA ligase inhibitors as potential antibacterial agents. Part 2: 4-Amino-pyrido[2,3-d]pyrimidin-5(8H)-ones

  摘要：

  A series of 4-amino-pyrido[2,3-d]pyrimidin-5(8H)-ones were designed and synthesized as a novel class of inhibitors of NAD(+)-dependent DNA ligase that possess potency against Gram-positive bacteria. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.038

文献信息

• Synthesis of 5-Oxo and 7-Oxopyrido[2,3-<i>d</i>]pyrimidines
  作者：Gary L. Anderson、Stephen G. Richardson

  DOI：10.1002/jhet.5570220653

  日期：1985.11

  The synthesis of 4-amino-2-methylthio-5-oxopyrido[2,3-d]pyrimidine 4 and its isomer, 4-amino-2-methyl-thio-7-oxopyrido[2,3-d]pyrimidine 6 is described. The regiochemistry of the reaction of 4,6-diamino-2-methyl-thiopyrimidine 9 and diethyl ethoxymethylene malonate 12 is discussed.

  4-氨基-2-甲基硫基-5-氧吡啶并[2,3- d ]嘧啶4及其异构体4-氨基-2-甲基硫基-7-氧吡啶并[2,3- d ]嘧啶6的合成是描述。讨论了4，6-二氨基-2-甲基-硫代嘧啶9和乙氧基亚甲基丙二酸二乙酯12的反应的区域化学。
• ANDERSON, G. L.;RICHARDSON, S. G., J. HETEROCYCL. CHEM., 1985, 22, N 6, 1735-1737
  作者：ANDERSON, G. L.、RICHARDSON, S. G.

  DOI：——

  日期：——
• Design, synthesis and biological evaluation of potent NAD+-dependent DNA ligase inhibitors as potential antibacterial agents. Part 2: 4-Amino-pyrido[2,3-d]pyrimidin-5(8H)-ones
  作者：Tiansheng Wang、Leonard Duncan、Wenxin Gu、Hardwin O’Dowd、Yunyi Wei、Emanuele Perola、Jonathan Parsons、Christian H. Gross、Cameron Stuver Moody、S.J. Ryan Arends、Paul S. Charifson

  DOI：10.1016/j.bmcl.2012.04.038

  日期：2012.6

  A series of 4-amino-pyrido[2,3-d]pyrimidin-5(8H)-ones were designed and synthesized as a novel class of inhibitors of NAD(+)-dependent DNA ligase that possess potency against Gram-positive bacteria. (C) 2012 Elsevier Ltd. All rights reserved.